De Novo Design of α-Helical Lipopeptides Targeting Viral Fusion Proteins: A Promising Strategy for Relatively Broad-Spectrum Antiviral Drug Discovery
Identifieur interne : 000A15 ( Main/Exploration ); précédent : 000A14; suivant : 000A16De Novo Design of α-Helical Lipopeptides Targeting Viral Fusion Proteins: A Promising Strategy for Relatively Broad-Spectrum Antiviral Drug Discovery
Auteurs : Chao Wang [République populaire de Chine] ; Lei Zhao [République populaire de Chine] ; Shuai Xia [République populaire de Chine] ; Tianhong Zhang [République populaire de Chine] ; Ruiyuan Cao [République populaire de Chine] ; Guodong Liang [République populaire de Chine] ; Yue Li [République populaire de Chine] ; Guangpeng Meng [République populaire de Chine] ; Weicong Wang [République populaire de Chine] ; Weiguo Shi [République populaire de Chine] ; Wu Zhong [République populaire de Chine] ; Shibo Jiang [République populaire de Chine, États-Unis] ; Keliang Liu [République populaire de Chine]Source :
- Journal of Medicinal Chemistry [ 0022-2623 ] ; 2018.
Descripteurs français
- KwdFr :
- Antiviraux (), Antiviraux (pharmacologie), Cellules HEK293, Coronavirus du syndrome respiratoire du Moyen-Orient (), Découverte de médicament, Grippe humaine (traitement médicamenteux), Grippe humaine (virologie), Humains, Infections à coronavirus (traitement médicamenteux), Infections à coronavirus (virologie), Influenzavirus A (), Lipopeptides (), Lipopeptides (pharmacologie), Protéines de fusion virale (antagonistes et inhibiteurs), Pénétration virale, Structure en hélice alpha, Séquence d'acides aminés.
- MESH :
- antagonistes et inhibiteurs : Protéines de fusion virale.
- pharmacologie : Antiviraux, Lipopeptides.
- traitement médicamenteux : Grippe humaine, Infections à coronavirus.
- virologie : Grippe humaine, Infections à coronavirus.
- Antiviraux, Cellules HEK293, Coronavirus du syndrome respiratoire du Moyen-Orient, Découverte de médicament, Humains, Influenzavirus A, Lipopeptides, Pénétration virale, Structure en hélice alpha, Séquence d'acides aminés.
English descriptors
- KwdEn :
- Amino Acid Sequence, Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Coronavirus Infections (drug therapy), Coronavirus Infections (virology), Drug Discovery, HEK293 Cells, Humans, Influenza, Human (drug therapy), Influenza, Human (virology), Influenzavirus A (drug effects), Lipopeptides (chemistry), Lipopeptides (pharmacology), Middle East Respiratory Syndrome Coronavirus (drug effects), Protein Conformation, alpha-Helical, Viral Fusion Proteins (antagonists & inhibitors), Virus Internalization.
- MESH :
- chemical , antagonists & inhibitors : Viral Fusion Proteins.
- chemical , chemistry : Antiviral Agents, Lipopeptides.
- chemical , pharmacology : Antiviral Agents, Lipopeptides.
- drug effects : Influenzavirus A, Middle East Respiratory Syndrome Coronavirus.
- drug therapy : Coronavirus Infections, Influenza, Human.
- virology : Coronavirus Infections, Influenza, Human.
- Amino Acid Sequence, Drug Discovery, HEK293 Cells, Humans, Protein Conformation, alpha-Helical, Virus Internalization.
Abstract
Class I enveloped viruses share similarities in their apparent use of a hexameric coiled-coil assembly to drive the merging of virus and host cell membranes. Inhibition of coiled coil-mediated interactions using bioactive peptides that replicate an α-helical chain from the viral fusion machinery has significant antiviral potential. Here, we present the construction of a series of lipopeptides composed of a de novo heptad repeat sequence-based α-helical peptide plus a hydrocarbon tail. Promisingly, the constructs adopted stable α-helical conformations and exhibited relatively broad-spectrum antiviral activities against Middle East respiratory syndrome coronavirus (MERS-CoV) and influenza A viruses (IAVs). Together, these findings reveal a new strategy for relatively broad-spectrum antiviral drug discovery by relying on the tunability of the α-helical coiled-coil domains present in all class I fusion proteins and the amphiphilic nature of the individual helices from this multihelix motif.
Url:
DOI: 10.1021/acs.jmedchem.8b00890
PubMed: 30192544
PubMed Central: 7075651
Affiliations:
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Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Xia, Shuai" sort="Xia, Shuai" uniqKey="Xia S" first="Shuai" last="Xia">Shuai Xia</name><affiliation wicri:level="1"><nlm:aff id="aff2">Key Laboratory of Medical Molecular Virology of MOE/MOH, School of Basic Medical Sciences & Shanghai Public Health Clinical Center,<institution>Fudan University</institution>, 130 Dong An Road, Shanghai 200032,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Zhang, Tianhong" sort="Zhang, Tianhong" uniqKey="Zhang T" first="Tianhong" last="Zhang">Tianhong Zhang</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 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Education,<institution>Shenyang Pharmaceutical University</institution>, Shenyang 110016,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Wang, Weicong" sort="Wang, Weicong" uniqKey="Wang W" first="Weicong" last="Wang">Weicong Wang</name><affiliation wicri:level="1"><nlm:aff id="aff5">Department of Clinical Trial Center, China National Clinical Research Center for Neurological Diseases, Beijing Tiantan Hospital,<institution>Capital Medical University</institution>, Beijing 100050,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Shi, Weiguo" sort="Shi, Weiguo" uniqKey="Shi W" first="Weiguo" last="Shi">Weiguo Shi</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key 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Kimball Research Institute,<institution>New York Blood Center</institution>, New York, New York 10065,<country>United States</country>;</nlm:aff><country xml:lang="fr">États-Unis</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Liu, Keliang" sort="Liu, Keliang" uniqKey="Liu K" first="Keliang" last="Liu">Keliang Liu</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">30192544</idno><idno type="pmc">7075651</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7075651</idno><idno type="RBID">PMC:7075651</idno><idno type="doi">10.1021/acs.jmedchem.8b00890</idno><date when="2018">2018</date><idno type="wicri:Area/Pmc/Corpus">000131</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000131</idno><idno type="wicri:Area/Pmc/Curation">000131</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Curation">000131</idno><idno type="wicri:Area/Pmc/Checkpoint">000605</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Checkpoint">000605</idno><idno type="wicri:source">PubMed</idno><idno type="RBID">pubmed:30192544</idno><idno type="wicri:Area/PubMed/Corpus">000789</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">000789</idno><idno type="wicri:Area/PubMed/Curation">000789</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">000789</idno><idno type="wicri:Area/PubMed/Checkpoint">000960</idno><idno type="wicri:explorRef" wicri:stream="Checkpoint" wicri:step="PubMed">000960</idno><idno type="wicri:Area/Ncbi/Merge">001F55</idno><idno type="wicri:Area/Ncbi/Curation">001F55</idno><idno type="wicri:Area/Ncbi/Checkpoint">001F55</idno><idno type="wicri:doubleKey">0022-2623:2018:Wang C:de:novo:design</idno><idno type="wicri:Area/Main/Merge">000A18</idno><idno type="wicri:Area/Main/Curation">000A15</idno><idno type="wicri:Area/Main/Exploration">000A15</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">De Novo Design
of α-Helical Lipopeptides
Targeting Viral Fusion Proteins: A Promising Strategy for Relatively
Broad-Spectrum Antiviral Drug Discovery</title><author><name sortKey="Wang, Chao" sort="Wang, Chao" uniqKey="Wang C" first="Chao" last="Wang">Chao Wang</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Zhao, Lei" sort="Zhao, Lei" uniqKey="Zhao L" first="Lei" last="Zhao">Lei Zhao</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Xia, Shuai" sort="Xia, Shuai" uniqKey="Xia S" first="Shuai" last="Xia">Shuai Xia</name><affiliation wicri:level="1"><nlm:aff id="aff2">Key Laboratory of Medical Molecular Virology of MOE/MOH, School of Basic Medical Sciences & Shanghai Public Health Clinical Center,<institution>Fudan University</institution>, 130 Dong An Road, Shanghai 200032,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Zhang, Tianhong" sort="Zhang, Tianhong" uniqKey="Zhang T" first="Tianhong" last="Zhang">Tianhong Zhang</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Cao, Ruiyuan" sort="Cao, Ruiyuan" uniqKey="Cao R" first="Ruiyuan" last="Cao">Ruiyuan Cao</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Liang, Guodong" sort="Liang, Guodong" uniqKey="Liang G" first="Guodong" last="Liang">Guodong Liang</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Li, Yue" sort="Li, Yue" uniqKey="Li Y" first="Yue" last="Li">Yue Li</name><affiliation wicri:level="1"><nlm:aff id="aff3">Key Laboratory of Structure-Based Drug Design & Discovery of the Ministry of Education,<institution>Shenyang Pharmaceutical University</institution>, Shenyang 110016,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Meng, Guangpeng" sort="Meng, Guangpeng" uniqKey="Meng G" first="Guangpeng" last="Meng">Guangpeng Meng</name><affiliation wicri:level="1"><nlm:aff id="aff3">Key Laboratory of Structure-Based Drug Design & Discovery of the Ministry of Education,<institution>Shenyang Pharmaceutical University</institution>, Shenyang 110016,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Wang, Weicong" sort="Wang, Weicong" uniqKey="Wang W" first="Weicong" last="Wang">Weicong Wang</name><affiliation wicri:level="1"><nlm:aff id="aff5">Department of Clinical Trial Center, China National Clinical Research Center for Neurological Diseases, Beijing Tiantan Hospital,<institution>Capital Medical University</institution>, Beijing 100050,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Shi, Weiguo" sort="Shi, Weiguo" uniqKey="Shi W" first="Weiguo" last="Shi">Weiguo Shi</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Zhong, Wu" sort="Zhong, Wu" uniqKey="Zhong W" first="Wu" last="Zhong">Wu Zhong</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Jiang, Shibo" sort="Jiang, Shibo" uniqKey="Jiang S" first="Shibo" last="Jiang">Shibo Jiang</name><affiliation wicri:level="1"><nlm:aff id="aff2">Key Laboratory of Medical Molecular Virology of MOE/MOH, School of Basic Medical Sciences & Shanghai Public Health Clinical Center,<institution>Fudan University</institution>, 130 Dong An Road, Shanghai 200032,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation><affiliation wicri:level="1"><nlm:aff id="aff4">Lindsley F. Kimball Research Institute,<institution>New York Blood Center</institution>, New York, New York 10065,<country>United States</country>;</nlm:aff><country xml:lang="fr">États-Unis</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author><author><name sortKey="Liu, Keliang" sort="Liu, Keliang" uniqKey="Liu K" first="Keliang" last="Liu">Keliang Liu</name><affiliation wicri:level="1"><nlm:aff id="aff1">State Key Laboratory of Toxicology and Medical Countermeasures,<institution>Beijing Institute of Pharmacology and Toxicology</institution>, 27 Tai-Ping Road, Beijing 100850,<country>China</country></nlm:aff><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea># see nlm:aff country strict</wicri:regionArea></affiliation></author></analytic><series><title level="j">Journal of Medicinal Chemistry</title><idno type="ISSN">0022-2623</idno><idno type="eISSN">1520-4804</idno><imprint><date when="2018">2018</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Amino Acid Sequence</term><term>Antiviral Agents (chemistry)</term><term>Antiviral Agents (pharmacology)</term><term>Coronavirus Infections (drug therapy)</term><term>Coronavirus Infections (virology)</term><term>Drug Discovery</term><term>HEK293 Cells</term><term>Humans</term><term>Influenza, Human (drug therapy)</term><term>Influenza, Human (virology)</term><term>Influenzavirus A (drug effects)</term><term>Lipopeptides (chemistry)</term><term>Lipopeptides (pharmacology)</term><term>Middle East Respiratory Syndrome Coronavirus (drug effects)</term><term>Protein Conformation, alpha-Helical</term><term>Viral Fusion Proteins (antagonists & inhibitors)</term><term>Virus Internalization</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Antiviraux ()</term><term>Antiviraux (pharmacologie)</term><term>Cellules HEK293</term><term>Coronavirus du syndrome respiratoire du Moyen-Orient ()</term><term>Découverte de médicament</term><term>Grippe humaine (traitement médicamenteux)</term><term>Grippe humaine (virologie)</term><term>Humains</term><term>Infections à coronavirus (traitement médicamenteux)</term><term>Infections à coronavirus (virologie)</term><term>Influenzavirus A ()</term><term>Lipopeptides ()</term><term>Lipopeptides (pharmacologie)</term><term>Protéines de fusion virale (antagonistes et inhibiteurs)</term><term>Pénétration virale</term><term>Structure en hélice alpha</term><term>Séquence d'acides aminés</term></keywords><keywords scheme="MESH" type="chemical" qualifier="antagonists & inhibitors" xml:lang="en"><term>Viral Fusion Proteins</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antiviral Agents</term><term>Lipopeptides</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiviral Agents</term><term>Lipopeptides</term></keywords><keywords scheme="MESH" qualifier="antagonistes et inhibiteurs" xml:lang="fr"><term>Protéines de fusion virale</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Influenzavirus A</term><term>Middle East Respiratory Syndrome Coronavirus</term></keywords><keywords scheme="MESH" qualifier="drug therapy" xml:lang="en"><term>Coronavirus Infections</term><term>Influenza, Human</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antiviraux</term><term>Lipopeptides</term></keywords><keywords scheme="MESH" qualifier="traitement médicamenteux" xml:lang="fr"><term>Grippe humaine</term><term>Infections à coronavirus</term></keywords><keywords scheme="MESH" qualifier="virologie" xml:lang="fr"><term>Grippe humaine</term><term>Infections à coronavirus</term></keywords><keywords scheme="MESH" qualifier="virology" xml:lang="en"><term>Coronavirus Infections</term><term>Influenza, Human</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Amino Acid Sequence</term><term>Drug Discovery</term><term>HEK293 Cells</term><term>Humans</term><term>Protein Conformation, alpha-Helical</term><term>Virus Internalization</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Antiviraux</term><term>Cellules HEK293</term><term>Coronavirus du syndrome respiratoire du Moyen-Orient</term><term>Découverte de médicament</term><term>Humains</term><term>Influenzavirus A</term><term>Lipopeptides</term><term>Pénétration virale</term><term>Structure en hélice alpha</term><term>Séquence d'acides aminés</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p content-type="toc-graphic"><graphic xlink:href="jm8b00890_0008" id="ab-tgr1"></graphic></p><p>Class I enveloped viruses share similarities
in their apparent
use of a hexameric coiled-coil assembly to drive the merging of virus
and host cell membranes. Inhibition of coiled coil-mediated interactions
using bioactive peptides that replicate an α-helical chain from
the viral fusion machinery has significant antiviral potential. Here,
we present the construction of a series of lipopeptides composed of
a de novo heptad repeat sequence-based α-helical peptide plus
a hydrocarbon tail. Promisingly, the constructs adopted stable α-helical
conformations and exhibited relatively broad-spectrum antiviral activities
against Middle East respiratory syndrome coronavirus (MERS-CoV) and
influenza A viruses (IAVs). Together, these findings reveal a new
strategy for relatively broad-spectrum antiviral drug discovery by
relying on the tunability of the α-helical coiled-coil domains
present in all class I fusion proteins and the amphiphilic nature
of the individual helices from this multihelix motif.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct><analytic><author><name sortKey="De X0a Clercq, E" uniqKey="De X0a Clercq E">E. De
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